Holiday rentals in Cockpit Island

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Top-rated holiday rentals in Cockpit Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Dome in Burlington
4.97 out of 5 average rating, 273 reviews

Jungle Dome on a Farm! Animal Lovers Dream!

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top guest favourite
A cozy living room features a spacious sectional sofa with soft cushions. A subtle throw blanket drapes over the arm of the sofa. A small chair is positioned in the corner alongside a potted plant. Light is provided by a window with a muted curtain.
Home in Hamilton
4.93 out of 5 average rating, 110 reviews

Private Suite Near Locke St

Enjoy a cozy experience at this centrally located place in a peaceful neighbourhood. Private entrance to a separate apartment. 2 bed 1 bathroom unit on the upper floors of a detached home. The main floor is occupied but there is no shared spaces. Located steps from Locke Street where you can find lots of trendy restaurants, cafe's and shopping. Park located within walking distance. Please review parking information. McMaster University and Children's Hospital within a 10-15 minute drive.

Guest favourite
A cozy sleeping area is featured with a floral-patterned duvet covering a spacious bed. A stack of towels is neatly placed at the foot of the bed. A small nightstand with a lamp and a decorative shelf filled with plants is positioned beside the bed.
Flat in Hamilton
4.81 out of 5 average rating, 79 reviews

Central Westdale steps from McMaster

Private Retreat Steps from McMaster self-contained basement apartment with restaurants, bars, local movie theatre, and McMaster University steps away. We're a family living upstairs you may occasionally hear little footsteps and giggles! What's included: Double be, sofa bed, Microwave, mini fridge, and Laundry room with large sink for dishes and washing up WiFi, parking, and fresh linens note: No full kitchen, and a few areas have lower ceilings (5'7") near the entrance and sleeping area.

Top guest favourite
An open-concept living area features a cozy sectional sofa and a coffee table. A wall-mounted TV is positioned above a contemporary fireplace. Natural light is welcomed through sliding glass doors that lead to a private outdoor space, offering a sense of comfort and relaxation.
Place to stay in Hamilton
4.86 out of 5 average rating, 185 reviews

Frenchman’s Pass - Cozy nook on the Hamilton brow

Welcome to your home away from home! This charming suite on the main floor of our home has a separate entrance and a private deck. Nestled on the Hamilton Mountain in one of Hamilton's most upscale neighborhoods, we are steps from the scenic brow offering the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking and essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping, restaurants, and public transit.

Superhost
A modern living area is showcased with large windows, allowing natural light to fill the space. A colorful yellow sofa and blue chairs provide seating. An entertainment unit features a television against a vibrant mural of cacti. Wooden flooring adds warmth to the contemporary design.
Hotel room in Hamilton
4.79 out of 5 average rating, 399 reviews

Fully-Furnished Boutique 1 Bedroom Suites

The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

Top guest favourite
A spacious living area features a gray sectional sofa paired with a low coffee table, situated atop a light-colored rug. Soft natural light is allowed in through large windows, highlighting the open layout that connects to the modern kitchen and staircase.
Loft in Hamilton
4.99 out of 5 average rating, 96 reviews

Luxury Locke Street Loft

Stay in a beautifully renovated, two-level private loft in the heart of Hamilton. Located in a historic building on trendy Locke Street, you’re minutes from top restaurants, shops, and attractions. The space features 3 bedrooms and 2 full bathrooms, sleeping up to 8 guests. Enjoy an open-concept living area with a bar setup and 85” TV, plus free parking, in-suite laundry, and exclusive discounts at Beasley’s Bistro. Perfect for relaxing or entertaining after a day exploring the city.

Guest favourite
A spacious bedroom features a combination of pink walls and exposed brick, enhancing the vibrant atmosphere. The area includes a large bed dressed in white sheets, a black wardrobe, and a vanity with lights. Natural light fills the room through a prominent window, creating an inviting space.
Home in Hamilton
4.85 out of 5 average rating, 212 reviews

Chic Oasis | Steps Away From TD Coliseum Hamilton

Step into a stunning modern-retro escape where bold red tones, playful pink accents, and vintage exposed red bricks create an unforgettable vibe. Perfectly located just steps from vibrant Hess Village, you're within walking distance to concerts, sports venues, art galleries, boutiques, and top-tier dining. Explore trendy Locke Street or hike the Escarpment nearby. With cozy bedrooms, chic outdoor spaces, and irresistible charm, this gem is a true city retreat.

Top guest favourite
Home in Hamilton
4.87 out of 5 average rating, 243 reviews

Private Oasis on our 3rd floor

Our THIRD floor is a relaxing space, bedroom, living room and private bathroom. You must enter through the main house to access the entrance to the 3rd floor. YOU HAVE TO WALK UP TWO FLIGHTS OF STAIRS TO ACCESS THE UNIT. Our unit is on the third floor of a very old house, so sound travels easily and the floors can be creaky. If you plan to stay up late, come and go throughout the night, or be noisy after quiet hours, please choose another accommodation.

Top guest favourite
Guest suite in Hamilton, Dundas
4.99 out of 5 average rating, 86 reviews

Summertime! Steam shower+breakfast+rooftop hottub

Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

Top guest favourite
A cozy bedroom features a spacious bed with a patterned blanket. A bedside lamp and decorative elements add inviting touches. A mirrored dresser with dark drawers provides storage. Vaulted ceilings enhance the open feel, while soft natural light filters through the room.
Loft in Hamilton
4.91 out of 5 average rating, 613 reviews

Private Top-Floor Loft • Prime Hamilton Location

Bright, private top-floor suite in central Hamilton, just steps from Locke St and 2 blocks to the TD Coliseum. Walk to cafés, restaurants, and events at Bridgeworks, or explore nearby breweries, trails, and waterfalls. Only 3.5 km to McMaster University, 45 mins to Toronto, and 1 hr to Niagara Falls. Includes dedicated on-site parking. Hosted by an experienced Superhost offering a comfortable, reliable stay for both business and leisure travellers.

Superhost
The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.
Villa in Burlington
4.92 out of 5 average rating, 188 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Top guest favourite
A simple black background features the text 'Gallery Suite' in a bold, modern font. Below it, the words 'Stay a While' are presented in a smaller, complementary style, creating a welcoming and contemporary graphic. The overall design is minimalistic and elegant.
Apartment in Hamilton
4.95 out of 5 average rating, 196 reviews

Gallery Suite

The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

Popular amenities for Cockpit Island holiday rentals